Benzoylchloride with

The research on catalytic decarbonylation using diphosphine complexes was supported by the National Science Foundation. The Johnson Matthey Company is acknowledged for generous loans of rhodium and iridium trichloride. 

Transition Metal Intermediates in Organic Synthesis (Logos Press, London, 1967), pp. 112, 239. 

Schubert and R. R. Kinther, The Chemistry of the Carbonyl Group (Wiley-Interscience of John Wiley and Sons, New York, 1966), p. 695. 

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N 25.61%. Pale red crysts(from benz), mp 135° defl on rapid heating easily sol in NB, sol in benz, diff sol in gasoline. Can be prepd by treating 4-anilino-3,5"dinitro-benzoylchloride with Na nitrite in AcOH Refs l)Bell 14,[274] 2)H.Lindemann ... 

A methylene base formed from quinaldine ethiodide, l-ethyl-2-methyl-ene-1,2-dihydroisoquinoline (129), exhibits a number of reactions characteristic of enamines (207,209). On treatment with benzoylchloride a dialkylated product (130) is produced by C and subsequent O benzoylation (210). 

Another approach for anchoring the carboxyl groups to the aromatic ring of PS is to use a two-step method [35]. In this method, first, the reaction of PS with 2-chloro-benzoylchloride is carried out. The product can then be followed as shown in Scheme (8). If chloro atom is as o-position on benzoyl chloride the reaction occurred as (a). If there is no substitute group o-position on benzoyl chloride, the preferred is reaction (b). 

CoCl(PPh3)3], Reaction of [Co(TIMEN )]Cl 9 with oxygen in the presence of NaBPh leads to the formation of the peroxo-complex [Co(r -02)(TIMEN 5 )] BPh 10, which is a rare example of a side-on r -peroxo cobalt complex (the majority of Co-O -adducts are rj -O -complexes, i.e. end-on). The authors also showed that 10 is capable of converting molecular oxygen to benzoylchloride. 

Sulphated zirconia catalysts can be acidic or superacidic depending on the method of treatment. A variety of acid-catalysed reactions, referred to earlier in this section, can be carried out with sulphated zirconia. Yadav and Nair (1999) have given a state-of-the art review on this subject. Examples of benzylation of benzene with benzyl chloride / benzyl alcohol, alkylation of o-xylene with. styrene, alkylation of diphenyl oxide with 1-dodecene, isomerization of epoxides to aldehydes, acylation of benzene / chlorobenzene with p-chloro benzoylchloride, etc. are covered in the review. 

Thus the reactions of A-benzoylimidazole and benzoylchloride/triethylamine with benzyl-3,6-dideoxy-jS-D-xylohexopyranoside are supplementary to each other.[192]... 

As the final products—polystyrene-h-polyivinylperfluorooctanoic ester)— form micelles in tetrahydrofuran (THF) as well as in DMF, there are not direct GPC data to characterize molecular parameter. For this reason, we employed esterification of the hydroxylated block copolymers with benzoylchloride as a model reaction to obtain a comparable product with molecular solubility that can easily be characterized by DMF-GPC. The GPC data from PSB-II—our largest and therefore most sensitive block copolymer—are summarized in Table 10.2. Results for all the other polymers are similar. 

Polydispersity of the unmodified, hydroxylated, and esterified block copolymer. Esterification was performed with benzoylchloride as a model reaction. 

The most important route to 1-acylaminoanthraquinones involves reaction of 1-aminoanthraquinone with acid chlorides in an organic solvent. Reaction of 1-aminoanthraquinone with benzoylchloride in nitrobenzene at 100 to 150°C affords 1-benzoylaminoanthraquinone, a yellow pigment which is registered as Colour Index Constitution No. 60515. The reaction may also be performed in the presence of a tertiary amine, which acts as a proton acceptor ... 

A further synthesis of thiazolo[3,2-6][l,2,4]triazoles starts with 2,3-diaminothiazoles. Treatment of 2-aminothiazole with O-mesitylensulfonyl-hydroxylamine results in the formation of salt 171, which on heating with acetic anhydride (140-150°C) gives a mixture of 172 and 173. 2-Phenylthia-zolo[3,2-h]-5-triazole could be obtained from 171 and benzoylchloride ( 200°C) in 68% yield. When 2-acylamino-3-aminothiazolium salts 174 are heated 20-30°C above their melting point for 1 h the corresponding thiazolo[3,2-h]-5-triazoles were obtained. Much better results were achieved by using PPA (100-110°C, 1.5 h 97% yield) (73JHC947). 

According to the next scheme, synthesis of cocaine starts from tropanone, which undergoes methoxycarbonylation with dimethylcarbonate in the presence of sodium, forming the sodium salt (2.1.14), which after the cautious acidic hydrolysis and reduction of the carbonyl group of the resulting ketoester (by sodium amalgam or electrolytically) is ester-ified by benzoylchloride, giving the desired product [8],... 

Among dichloro bis-electrophiles, malonyl chloride with enamine 183b affords pyridone 189, probably resulting from C-alkylation and cyclocondensation followed by aromatization (02T2821). Finally, o-chloro-benzoylchloride leads to C-benzoylation and subsequent intramolecular substitution of the isolable intermediate to yield quinoline 190 (03ARK (is.2)146). 

The data clearly indicate that the only primary product was phenylbenzoate, while all the other compounds formed by consecutive reactions upon the ester. Therefore, the scheme of reaction is that one summarized in Figure 3. The formation of the ester as the only primary product represents one important difference with respect to the Friedel-Crafts benzoylation of phenol with benzoylchloride or benzyltrichloride, catalyzed by AICI3. In the latter case, in fact, the product of para-C-acylation (p-hydroxybenzophenone) is the main product of reaction this is due to the fact that AICI3 coordinates with the 0 atom of the hydroxy group in phenol, and makes it less available for the ester formation, due to both electronic and steric reasons. 

Markl, Lieb and Merz have described the carbanionic addition of lithium or magnesium organometallic compounds to the P atom of 2.4.6-triphenyl-X -phos-phorins, which form deep red s ts 143. These can be alkylated either at the P atom to form X -phosphorins 144 or at C—2 to yield 1,2-dihydro-X -phosphorins 145. Acylation with benzoylchloride affords the 1,4-dihydro-X -phosphorin derivatives 146. Addition of acids or water leads to the synthetically important intermediates 147 which can be reconverted to the X -phosphorin-salts 143 by 2 N NaOH. 

Ester formation Phenols can undergo esterification, and produce corresponding esters. For example, phenol reacts with benzoylchloride to yield phenylhenzoate, and bromophenol reacts with toluenethionyl chloride to produce hromophenyltoluene sulphonate. 

Formation of amide Aniline reacts with acid chloride to form corresponding amide. For example, when aniline is treated with benzoylchloride in the presence of pyridine, it produces benzanilide. 

Benzoylchloride presents a special case since its presence completely stops the decarbonylation of benzaldehyde and no chlorobenzene is produced. Analysis of this reaction has shown that PhCOCl reacts with [Rh(dppp)2]Cl to produce Rh(Cl)2(PhCO)(dppp). This rhodium(III) complex is inert to migration and reductive elimination and therefore no decarbonylation products are produced (26). 

Moreover, 3-benzoyl-2,4-pentanedione (215) is obtained when benzoylchloride is employed to the acetylacetone derivate i94143) whereas the reaction with benzaldehyde results a mixture of 3-benzylidene-2,4-pentanedione (213) and 3-[a-hydro-xy-benzyl]-2,4-pentanedione (214)143 ... 

In an equivalent pattern, 3-phenyl-5-ethynyl-pyrazole 349) is synthesized by transforming l,4-bis(TMS)-butadiyne 38) via benzoylchloride 242) into the corresponding l-benzoyl-4-TMS-l,3-butadiyne (J47)48. Subsequent acid-catalyzed ring closure with hydrazine hydrate and then hydrolysis under basic conditions yields 3-phenyl-5-ethynyl-pyrazole (349)208 (Scheme 49). 

Reactions of the Lithiated Bis-Iactim Ether 22 with Carbonyl Compounds and Benzoylchloride... 

Various bismuth(III) salts have also been found to act as catalysts for the acylation of benzoylchloride.1 1 Complete conversion could be achieved within five minutes with 10 mol% Bi203 or Bi(OTf)3, though at a relatively high reaction temperature of 150°C. The product was obtained quantitatively with Bi(OTf)3 even at low catalyst loadings of 1 mol%, but reaction times of several hours were required under such conditions. As previously mentioned, catalytic activity is often highly sensitive to the nature of the ionic liquid. In this case, tetraalkylammonium and phosphonium cations led to much lower reaction rates while hydrophilic anions, explicitly BF4 and OTf. led to poor levels of conversion. Recycling of the catalyst solution was possible after either extraction or distillation of the product in vacuo. 

In addition, the presence additional chlorinated compounds in the PET mixed plastics such as 3P/PVC/PET and MWP were found to be chlorine derivatives of benzoic acids. Kulesza and German [36] reported the influence of poly(vinyl chloride) on poly(ethylene terephthalate) pyrolysis. They reported that the chloroesters of terephthalic and benzoic acids were found with PVC and PET mixtures (1 1). In our present investigation, the PVC/PET ratio was 1 1 and contains the other plastics such as PE, PP and PS. The ratio of mixed plastics PP PE PS PVC PET was 3 3 3 1 1 and this composition was prepared are similar to the real municipal waste from Sapporo, Japan. 2-Methyl benzoylchloride was identified as one of the additional chlorinated hydrocarbons observed in 3P/PVC/PET and MWP degradation than 3P/PVC degradation chlorinated hydrocarbons. The other chlorinated hydrocarbons could not be identified in 3P/PVC/PET and MWP degradation. It is evident from the studies that the new chlorine compounds obtained due to the presence of PET in plastic samples in either model mixed on MWP. 

A solution of 2 g (6.4 mmol) of 1.2.5a in 20 mL of anhydrous pyridine was cooled to 0 °C and then mixed with 2.7 g (19.2 mmol) of benzoylchloride. After standing for 3 d 5 mL of water were added and the mixture then acidified with dil. hydrochloric acid. Extraction with ether and washing the extract with dil. NaOH and water afforded, after drying with... 

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